Two New Villas Opened by The Tryall Club in Jamaica

dragonfly Villa - The Tryall Club
The Dragonfly villa // Photo courtesy of the Tryall Club

The Tryall Club in Montego Bay, Jamaica has opened two new luxury villas: The seven-bedroom Dragonfly, and the oceanfront four-bedroom Tradewinds on the Sea. Travelers taking residence in Dragonfly and Tradewinds on the Sea can get access to the seclusion of a private villa and the amenities and service of a luxury resort. 

Guests have a variety of experiences to choose from at the Tryall Club, including a recently renovated championship golf course, a tennis club and private beach club. In addition to in-villa dining (villas have their own chef and household team), luxury travelers can enjoy The Beach Restaurant, Organic Garden and The Great House. 


Located atop Garden Hill, Dragonfly has views of the Caribbean Sea to its left and the mountainside to its right. There are floor-to-ceiling sliding glass doors spanning the living room and dining room, as well as a two-story balcony gazebo in the center. Off the dining room, guests can enjoy craft cocktails or trying their hand at a game of poker at Dragonfly’s bar. 


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In each of the seven bedrooms, there is a private balcony or terrace and a full-bathroom complete with dual-rainfall showers, a vanity area and plunge bathtub. The master suite provides a private living area and a terrace with a hot tub.

Outside, the poolside veranda has several amenities, such as a 100-foot-long infinity pool, swim-up bar and grill with a  lounge area, as well as a wraparound terrace. Directly off the veranda, the game room offers a collection of board games, pool and chess tables, a full movie theatre and an Xbox console. Active travelers can also enjoy access to the villa’s wellness amenities, including a private gym and a full-sized basketball court.

Weekly rates at Dragonfly start at $22,000.

Tradewinds on the Sea

Positioned directly on the shoreline, Tradewinds on the Sea has ocean views from every bedroom. This newly renovated villa has four bedrooms, each with en-suite bathrooms with walk-in showers. Three of the bedrooms also have their own private outdoor shower. A new heated, walk-in infinity pool with an integrated hot tub complements the villa’s veranda and outdoor terrace. 

As residents of Tradewinds, guests have access to two golf carts, which they can take over to the resort’s golf course, tennis club and Beach Club. Outfitted with the modern technology, travelers will enjoy amenities like SONOS sound systems and flat-screen smart TVs throughout the villa.

A household staff of five, including a butler, chef, laundress, housekeeper and gardener support in delivering a personalized stay.

Weekly rates at Tradewinds on the Sea start at $11,450.

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